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114588

Sigma-Aldrich

5-(4-Dimethylaminobenzylidene)rhodanine

97%

Synonym(s):

5-(4-(Dimethylamino)benzylidene)-2-thioxothiazolidin-4-one, p-(Dimethylamino)benzal-5-rhodanine

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About This Item

Empirical Formula (Hill Notation):
C12H12N2OS2
CAS Number:
536-17-4
Molecular Weight:
264.37
Beilstein:
189065
EC Number:
208-625-2
MDL number:
MFCD00064857
UNSPSC Code:
12352100
PubChem Substance ID:
24847184
NACRES:
NA.22
technique(s):
titration: suitable
Pricing and availability is not currently available.

Quality Level

100

Assay

97%

form

powder

technique(s)

titration: suitable

mp

285-288 °C (lit.)

solubility

H2O: insoluble
acetone: moderately soluble
benzene: very slightly soluble
chloroform: very slightly soluble
diethyl ether: very slightly soluble

λmax

451 nm

functional group

amine
thioether

SMILES string

CN(C)c1ccc(cc1)\C=C2\SC(=S)NC2=O

InChI

1S/C12H12N2OS2/c1-14(2)9-5-3-8(4-6-9)7-10-11(15)13-12(16)17-10/h3-7H,1-2H3,(H,13,15,16)/b10-7+

InChI key

JJRVRELEASDUMY-JXMROGBWSA-N

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Application

5-(4-Dimethylaminobenzylidene)rhodanine is a silver-specific dye that is used to quantitate the autoradiographic deposition of silver onto X-ray film in a colorimetric assay[1]. 5-(4-Dimethylaminobenzylidene)rhodanine is used as an indicator in the titration of cyanide solution with silver nitrate solution[2].

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL7249
BCCM5339
BCCK5932
BCCH5328
BCCG5215

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Casassas E, et al.
Analyst, 109(9), 1159-1163 (1984)
J W Ludlow et al.
Analytical biochemistry, 154(1), 104-109 (1986-04-01)
5-(4-Dimethylaminobenzylidene)rhodamine, a silver-specific dye, was used in a colorimetric assay to quantitate the autoradiographic deposition of silver onto X-ray film after exposure to sodium dodecyl sulfate-polyacrylamide gels of radiolabeled biological material. Silver grains were eluted from autoradiograms with 5 N
P Emanuele et al.
Annals of diagnostic pathology, 2(2), 125-126 (1998-12-10)
We report a modified copper stain that can be completed in 2 hours, rather than overnight, which is required for other stains. This is useful in the diagnosis of chronic cholestatic syndromes, Wilson's disease, Indian childhood cirrhosis, and other conditions
J S Kumaratilake et al.
Research in veterinary science, 42(1), 73-81 (1987-01-01)
Six Merino sheep were dosed orally with a 0.2 per cent solution of copper sulphate, six others were undosed controls. Liver biopsies were obtained and stained for copper by the p-dimethylaminobenzylidene rhodanine (DMABR), rubeanic acid (RA) and ferricyanide (FCN) methods

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Which form of Rhodanine should be used to stain for copper?

    1 answer

    1. Rhodanine is sold as a powder under the product numbers 118192 or 114588, both of which are suitable for staining copper.

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